Holiday rentals with a pool in Door County

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Top-rated rentals with a pool in Door County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area is highlighted by a large sectional sofa, accented with decorative pillows. A flat-screen TV is mounted above a stone fireplace. Natural light pours in through two large windows, enhancing the welcoming ambiance of the space.
Townhouse in Egg Harbor
4.9 out of 5 average rating, 184 reviews

Indoor pool and hottub Egg Harbor condo #51

Townhouse condo at Meadow Ridge Resort in Egg Harbor. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms, master has king size bed, 2nd bedroom has 2 full size beds and the 3rd bedroom is a loft that has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached 1 stall garage with a gas grill. Upper and lower deck. New beds and TVs. There is a pool house featuring an indoor pool and hottub located at the Meadow Ridge entrance.

Superhost
The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.
Apartment in Egg Harbor
4.93 out of 5 average rating, 197 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

Guest favourite
A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.
Apartment in Fish Creek
4.86 out of 5 average rating, 303 reviews

Evergreen Hill B Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 4 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Guest favourite
A view showcases a well-appointed home nestled among vibrant green trees, with hints of autumn colors. The surrounding landscape gently slopes toward a serene lake, reflecting the lush greenery and clouded sky.
Apartment in Sister Bay
5 out of 5 average rating, 17 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favourite
A spacious living area is presented, featuring a large sectional sofa and an accent chair. Natural light filters through multiple windows. The adjoining dining area includes a long table surrounded by several chairs. A view of the modern kitchen with dark cabinetry is visible in the background.
Townhouse in Egg Harbor
4.93 out of 5 average rating, 163 reviews

Beautifully Updated Egg Harbor Townhouse in town!

Awesome location and beautifully updated Unit 52 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. Right at the top of the hill at the start of Egg Harbor. One mile to the public beach, 1/2 mile from downtown. Directly next to Harbor Ridge Winery! This 3 bedroom, 2 living room unit is one of only a few at Meadow Ridge with no one above/below and has direct access-no hotel style common area. Attached garage with gas grill. Large deck. Indoor pool and hot tub in clubhouse!

Guest favourite
The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.
Apartment in Egg Harbor
4.92 out of 5 average rating, 110 reviews

Entire Townhouse -Escape to Door County

Unit F22 in Meadow Ridge is just a minute away from beautiful Egg Harbor! You’ll stay in a quiet townhouse with no one above or below you, with private parking and entrance. There is a gorgeous indoor pool, indoor hot tub, tennis court, and walking trail onsite. Right next door to Harbor Ridge Winery, minutes from fine dining, boutique shopping, a beautiful marina and beaches in quaint Egg Harbor. Down the road from an adventure park with go-karts, mini golf, arcade games and more!

Guest favourite
An inviting outdoor pool area features a sparkling blue pool and a relaxing hot tub. Surrounding lounge chairs and tables offer a place to unwind, while the well-maintained landscaping provides a serene backdrop. The townhome structure can be seen in the distance.
Apartment in Fish Creek
4.93 out of 5 average rating, 30 reviews

Fish Creek Condo - Walk to Shopping, Dining & Park

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Superhost
The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.
Apartment in Egg Harbor
4.88 out of 5 average rating, 177 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Condo F23 at Meadow Ridge Resort in Egg Harbor, remodeled in 2022. Directly at the top of the hill at the entrance to Egg Harbor. One mile to public beach and half a mile from downtown. This 1800sqft, 3 bedroom unit is one of few at Meadow Ridge with no one above or below you and has direct access versus a common entrance. Attached single stall garage with gas grill and four beach chairs for guest use. Large deck and backyard.

Guest favourite
A spacious heated pool area is surrounded by trees showcasing autumn foliage. A water slide is positioned at one end, while seating options include lounge chairs and a shaded umbrella table. The pool deck features a mix of colorful accessories, enhancing the outdoor experience.
Home in Sturgeon Bay
5 out of 5 average rating, 8 reviews

Cottage at Cave Point - Private pool+Arcade

Cave Point Cottage is the is the perfect place for groups to enjoy Door County. Nestled on 6 acres of land, we offer 6 spacious bedrooms, 3.5 baths, a heated pool* + FREE arcade room and a large garage with a screen to enjoy the outdoors while playing a game of ping pong. We offer wireless internet, 2 large TV rooms, whirlpool tub, a walk- in shower, a beautiful sunroom, furnished kitchen with 2 refrigerators and a washer/dryer.

Guest favourite
The exterior of the Marina Cottage is shown, featuring multiple stories and large windows. Lush landscaped gardens with colorful flowers surround the property, while outdoor seating is visible on the porch. A clear blue sky provides a bright backdrop to this welcoming retreat.
Home in Sturgeon Bay
5 out of 5 average rating, 10 reviews

Beautiful Marina Cottage 117

You will not find a nicer place to stay while you’re relaxing and enjoying all that Door County has to offer! It is a retreat where time can seem to stand still and you can redefine family and friendship in ultimate comfort. Every possible amenity is available on site or within walking distance. The Marina Cottage guests enjoy the full use and benefit of the pool facilities, which include both an outdoor pool and hot tub.

Guest favourite
A serene evening view of the pool area is illuminated softly, surrounded by trees and natural stone pathways. The calm water reflects nearby lights, while a structure is visible in the background, suggesting a cozy retreat by the water.
Guest house in Fish Creek
5 out of 5 average rating, 71 reviews

Bayfront Historic Cabin | Pool | Door County

Charming 1870s log cabin on the bay in Door County, located between Fish Creek and Egg Harbor. Grandfathered close to the water with sunset views, kayaks, paddleboards, and a trail to Peninsula Players Theatre. Shared access to pool and hot tub from 12–5:30 PM. Once home to Broadway stars and a film set for Green and Gold, it’s peaceful, private, and full of history. We live on-site and treat every guest like a friend.

Superhost
The living area features a cozy leather sofa paired with a black accent chair. A modern stone fireplace is positioned beneath a large television displaying a sunset view. Two framed images of nature-themed scenes adorn the walls, enhancing the room's contemporary design.
Home in Fish Creek
5 out of 5 average rating, 3 reviews

Spruce Suite | Downtown Fish Creek~Dog-friendly

Stay in style at the Spruce Suite, a newly renovated 2BR/2BA at Spruce & Shore in Fish Creek. Walk to shops, dining, and the harbor—or explore Peninsula State Park. Enjoy luxury bedding, sleek design, a king ensuite, seasonal heated pool, and dog-friendly stays. After booking, a $500 security deposit and signed rental agreement are required.

Popular amenities for Door County rentals with a pool